Vinnie's a bookie, happily married, running his operation for 30 years out of his bar in Brooklyn. Times change, the boys up the chain want a bigger profit, so Vinnie's expendable He's assigned a hotheaded kid, Tony, the nephew of a local mobster. Vinnie's told to school the lad, use him for collections, and teach him some sense. What Vinnie doesn't know is that once Tony learns the ropes, Vinnie will be out. Tensions mount when Tony goes around Vinnie's paternalistic ways, takes a bet from an unemployed alcoholic, and demands that the loser's wife pay the vig in trade. Is there any way out for Vinnie - with or without his good name?

Dumped by her loser boyfriend, Erin's love life hits rock bottom when her overbearing mother places an embarrassing ad in the "personals" section of a local newspaper on her behalf. Erin's disgust turns to curiosity as she searches for the right guy in a hilarious series of disastrous dates. Meanwhile, a lonely ex-plumber named Alan clumsily searches for his dream job while narrowly missing one chance meeting with Erin after another.